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US20080153935A1 - Polyester Polyurethane Foam Containing Fumed Silica - Google Patents

Polyester Polyurethane Foam Containing Fumed Silica Download PDF

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Publication number
US20080153935A1
US20080153935A1 US11/884,005 US88400506A US2008153935A1 US 20080153935 A1 US20080153935 A1 US 20080153935A1 US 88400506 A US88400506 A US 88400506A US 2008153935 A1 US2008153935 A1 US 2008153935A1
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US
United States
Prior art keywords
polyester polyurethane
polyurethane foam
foam
fumed silica
composition
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Abandoned
Application number
US11/884,005
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English (en)
Inventor
Johan Antoni Wuestenenk
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
ICL IP America Inc
Original Assignee
Supresta LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Supresta LLC filed Critical Supresta LLC
Assigned to SUPRESTA LLC reassignment SUPRESTA LLC ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: WUESTENENK, JOHAN ANTONI
Publication of US20080153935A1 publication Critical patent/US20080153935A1/en
Assigned to ICL-IP AMERICA INC. reassignment ICL-IP AMERICA INC. MERGER (SEE DOCUMENT FOR DETAILS). Assignors: ICL SUPRESTA INC., SUPRESTA LLC
Abandoned legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/0066—Use of inorganic compounding ingredients
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/22—After-treatment of expandable particles; Forming foamed products
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/34—Silicon-containing compounds
    • C08K3/36—Silica
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/49—Phosphorus-containing compounds
    • C08K5/51—Phosphorus bound to oxygen
    • C08K5/52—Phosphorus bound to oxygen only
    • C08K5/521—Esters of phosphoric acids, e.g. of H3PO4
    • C08K5/523—Esters of phosphoric acids, e.g. of H3PO4 with hydroxyaryl compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00—Foam properties
    • C08G2110/0008—Foam properties flexible
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00—Foam properties
    • C08G2110/0041—Foam properties having specified density
    • C08G2110/005—< 50kg/m3
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00—Foam properties
    • C08G2110/0083—Foam properties prepared using water as the sole blowing agent
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2375/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
    • C08J2375/04—Polyurethanes

Definitions

  • the invention relates to polyester polyurethane foams obtained by reaction an organic polyisocyanate with a liquid polyol having a melting point lower than 25° C. in the presence of a halogen-free organophosphorus flame retardant and a foam stabilizer, and to the use of foam stabilizers in said foams.
  • Polyester polyurethane foams containing flame retardants are well known in the art.
  • Preferred flame retarding compositions comprise antimony-based compounds, halogenated, active hydrogen-containing component reactive with the polyisocyanate component, and halogenated flame-retarding agents.
  • This reference also provides a method of making a polyurethane foam containing such flame retardant formulation from the reaction between a polymeric polyol and an aromatic isocyanate.
  • halogen-free flame retardants Due to environmental and toxicological reasons there is however an increasing need for the use of halogen-free flame retardants, especially for automotive applications.
  • a halogen-free two-component foam system for producing a halogen-free fire protection foam with a polyol component which contains at least one polyether polyol, a catalyst for the reaction of the polyol with the isocyanate, water as foaming agent and graphite as the flame retardant compound.
  • halogen-free organophosphorus flame retardant should be replaced by a halogen-containing organophosphorus flame retardant, such as Fyrol® A300TB or Fyrol® FR-2, which guarantee excellent foams.
  • halogen-free flame retardants such as Fyrol® A710, which is an aryl phosphate rather than alkyl phosphate.
  • film retardants have the disadvantage that the foam comprises environmental and toxicological undesired phenol and TPP (triphenylphosphate), which foams moreover have less flame retardant efficiency.
  • polyester polyurethane foams that comprise halogen-free flame retardants and which are able to give colorless foams.
  • the invention relates to a polyester polyurethane foam obtained by reacting an organic polyisocyanate with a liquid polyol having a melting point lower than 25° C. in the presence of a halogen-free organophosphorus flame retardant and a foam stabilizer, characterized in that the stabilizer is fumed silica in an amount of 0.1 to 5 wt. % of the composition.
  • the invention relates to a process for preparing a polyurethane foam by reacting a liquid organic polyisocyanate with a liquid polyol in the presence of water and a foam stabilizing additive, characterized in that the additive is fumed silica, which is present in an amount of 0.1 to 5 wt. % of the total composition.
  • polyols include those which have an average hydroxy equivalent weight of from about 20 to about 300, preferably from about 40 to about 100. Further, such polyol, preferably polyester polyols will generally contain from about 2 to about 8 hydroxy groups per molecule. Examples of suitable polyols include those commercially available under the trademarks DESMOPHEN® 2200B and FOMREZ® 60NF.
  • Polyisocyanates suitable for use in this invention include aliphatic and cycloaliphatic and especially aromatic polyisocyanates and combinations thereof. Representative of these types are diisocyanates such as meta- or para-phenylene diisocyanate, toluene-2,4-diisocyanate (TDI), toluene-2,6-diisocyanate, hexamethylene-1,6-diisocyanate, tetramethylene-1,4-diisocyanate, cyclohexane-1,4-diisocyanate, hexahydro-toluene diisocyanate (and isomers), naphthylene-1,5-diisocyanate, 1-methylphenyl-2,4-phenyldiisocyanate, diphenylmethane-4,4′-diisocyanate, diphenylmethane-2,4′-diisocyanate, 4,4′-diphenylene diiso
  • a crude polyisocyanate may also be used in the practice of this invention, such as the crude toluene diisocyanate obtained by the phosgenation of a mixture of toluene diamines or the crude diphenylmethane diisocyanate obtained by the phosgenation of crude methylene diphenylamine.
  • toluene diisocyanate and methylene-bridged polyphenyl polyisocyanates and mixtures thereof are especially preferred.
  • water is the preferred blowing agent.
  • Water reacts with the polyisocyanate leading to the generation of nascent carbon dioxide which functions as a blowing agent causing the reacting polyisocyanate-liquid polyol mass to acquire a reduced density.
  • Water is present in an amount sufficient to provide for the majority, that is at least 50, preferably at least 70, more preferably at least 85 and up to 100 mole percent of the blowing requirement to obtain polyurethane foam which preferably has a density less than 35 kilograms per cubic meter.
  • the resulting foam has a density less than 32, more preferably from about 10 to 25 kilograms per cubic meter.
  • the amount of water required for this purpose is from about 1 to about 10 parts per 100 parts by weight of liquid polyol.
  • the water is present preferably in an amount of from about 1, more preferably from about 3.5, and preferably up to about 8, more preferably up to about 6 parts per 100 parts by weight of liquid polyol.
  • the fumed silica preferably comprises 5 weight percent of the composition or less, preferably from 0.1 to 3 weight percent, more preferably from 0.3 to 1 weight percent. At higher density foams, i.e. between 25 and 35 kg/m 3 , 0.3 wt. % fumed silica is already sufficient to provide good quality foams. At densities lower than 25 kg/m 3 , quantities up to 5 wt. %, preferably about 1 wt. % gave optimum foams.
  • the fumed silica preferably has an average particle size of from about 7 to about 40 nanometers.
  • Fumed silica is typically produced by the vapor phase hydrolysis of silicon tetrachloride in a hydrogen oxygen flame. The combustion process creates silicon dioxide molecules, which condense to form particles, which in turn sinter together into aggregates. Fumed silica is available in treated and untreated grades. The untreated grades vary in surface area, bulk density, and thickening efficiency in non-polar systems. For example, the Cabot Corporation, Degussa Corporation and Wacker Silicones Corporation produce fumed silica. Cabot products are sold under the trade name CAB-O-SIL® and Degussa products are sold under the AEROSIL® trade name.
  • Preferred fumed silicas include CAB-O-SIL L-90, MS-55, HS-5, LM-130, LM-150, HDK 30, and M-5; and Degussa AEROSIL R200, US200, R202, R972, US202, US204 and US206.
  • the preferred fumed silicas comprise average particle sizes of from about 7 to about 40 nanometers.
  • the silica is added to the polyurethane-water-flame retardant mixture before foaming.
  • the silica is preferably added with good mixing, which can be achieved with the use of a pump, stirrer or the like.
  • An essential component in the composition of the present invention is a halogen-free organophosphorus flame retardant
  • the amount of the organophosphorus additive will range from 1 to 20 wt. % of the composition, and preferably 3 to 8 wt. % of the composition.
  • the organophosphorus flame retardant can be a monomeric phosphate ester of the type conventionally used which has the formula O ⁇ P—(OR) 3 , where R is selected from alkyl groups having from 1 to 6 carbon atoms.
  • flame retardants include tri-isopropyl phosphate and tri-ethyl phosphate.
  • the organophosphorus flame retardant component can be an oligomeric organophosphorus flame retardant, preferably having a phosphorus content of no less than about 5 wt. %, and in preferred embodiments when an organophosphate is desired, at least three phosphate ester units therein (i.e., at least two phosphate ester repeating units and a phosphate capping unit, the alkyl group being free from halogens).
  • oligomeric as used herein means to exclude monomeric species.
  • organophosphorus additives of this type are generally described in U.S. Pat. No. 4,382,042.
  • These preferred halogen-free organophosphate oligomers can be formed by reacting phosphorus pentoxide with the selected trialkyl phosphate (e.g., triethyl phosphate) to form a polyphosphate ester containing P—O—P bonds that is then reacted with epoxide (e.g., ethylene oxide) to form the desired product.
  • This preferred oligomeric organophosphate flame retardant is of the formula:
  • n (which designates the “repeating” phosphate ester units) can range, on a number average basis, from 1 to about 20, preferably from 2 to about 10, and R is selected from alkyl and hydroxyalkyl, and R′ is alkylene.
  • the alkyl and alkylene groups will generally contain from about two to about ten carbon atoms.
  • oligomeric phosphates for use herein will comprise ethyl and ethylene groups as the alkyl and alkylene moieties, will have a hydroxy functionality of no more than about 30 mg KOH/g, will have an acid number of no more than about 2.5 mg KOH/g, and will have a phosphorus content that ranges from about 15% to about 25%, by weight.
  • a representative and commercially available example of an additive of this type is FYROL® PNX from Akzo Nobel Chemicals Inc. This is an oligomeric phosphate ester (CAS #184538-58-7) of the above formula where n is, on a number average basis, of from about 2 to about 20, R is ethyl, and R′ is ethylene.
  • FYROL® PNX has a phosphorus content of about 19 wt. % and a viscosity at 25° C. of about 2000 mPa ⁇ s.
  • ingredients may be present in the process of preparing the polyurethane foam include catalysts, surfactants, and nitrogen containing substances such as melamine, colorants, antioxidants, reinforcing agents, fillers, antistatic agents, and the like.
  • compositions therefore are preferably free from hydrocarbon oil.
  • surfactants may be useful to employ a minor amount of a surfactant to help to control the growth and retention of the cell structure of the foam at least up to the point until it is sufficiently cured so that it no longer susceptible to collapse.
  • Such surfactants advantageously comprise an organosilicone surfactant.
  • Other, less preferred surfactants include polyethylene glycol ethers of long chain alcohols, tertiary amine or alkanolamine salts of long chain alkyl acid sulfate esters, alkyl sulfonate esters and alkyl aryl sulfonic acids.
  • Such surfactants are employed in amounts sufficient to stabilize the foaming reaction mixture against collapse and the formation of large, uneven cells. Typically, from about 0.2 to about 5 parts of the surfactant per 100 parts by weight liquid polyol are sufficient for this purpose.
  • the polyol(s), polyisocyanate, flame retardant, and fumed silica, and if present other components are contacted, thoroughly mixed and permitted to expand and cure into a cellular polymer.
  • the particulate mixing apparatus is not critical, and various types of mixing head and spray apparatus are conveniently used. It may be convenient, but not necessary, to pre-blend certain of the raw materials prior to reacting the polyisocyanate and polyol components. Alternatively, all components can be introduced individually to the mixing zone where the polyisocyanate and polyol(s) are contacted. It is also possible to pre-react all or a portion of the polyol(s) with the polyisocyanate to form a prepolymer.
  • a non-limitative example of a suitable foam composition is (in parts per weight):
  • Desmophen ® 2200B (ex Bayer) 100 Fyrol ® PNX (ex Supresta) 4.0-6.0 Fumed Silica: Aerolsil ® R972 (ex Degussa) or 0.3-1.0 HDK ® H30 (ex Wacker) Water 4.0-6.0 Tegoamin ® CPE (ex Goldschmidt) 1.3 Fomrez ® M6682 (ex Crompton) 1.0 TDI (T80/T65 50/50) (ex Bayer) 49.0

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
US11/884,005 2005-02-10 2006-02-09 Polyester Polyurethane Foam Containing Fumed Silica Abandoned US20080153935A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP05100959.5 2005-02-10
EP05100959A EP1690892A1 (fr) 2005-02-10 2005-02-10 Mousse de polyester polyurethane ignifugeante et contenant de silice pyrogénique
PCT/EP2006/050787 WO2006084871A1 (fr) 2005-02-10 2006-02-09 Mousse polyester polyurethane ignifugee contenant de la silice sublimee

Publications (1)

Publication Number Publication Date
US20080153935A1 true US20080153935A1 (en) 2008-06-26

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Application Number Title Priority Date Filing Date
US11/884,005 Abandoned US20080153935A1 (en) 2005-02-10 2006-02-09 Polyester Polyurethane Foam Containing Fumed Silica

Country Status (10)

Country Link
US (1) US20080153935A1 (fr)
EP (2) EP1690892A1 (fr)
JP (1) JP2008530291A (fr)
KR (1) KR101271773B1 (fr)
CN (1) CN101146841A (fr)
AT (1) ATE416212T1 (fr)
CA (1) CA2597353A1 (fr)
DE (1) DE602006004015D1 (fr)
TW (1) TW200634037A (fr)
WO (1) WO2006084871A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102911341A (zh) * 2012-11-08 2013-02-06 厦门纽优新型工艺有限公司 一种阻燃性改性聚氨酯保温板的配方及工艺
US20130059955A1 (en) * 2010-06-03 2013-03-07 Xiangyang Tai Halogen-Free, Flame Retardant TPU Composite
US10995174B2 (en) * 2017-09-25 2021-05-04 Evonik Operations Gmbh Production of polyurethane systems
WO2022072420A1 (fr) 2020-10-01 2022-04-07 Cabot Corporation Mousse de polyuréthane souple et formulation de celle-ci

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102008055115A1 (de) * 2008-12-23 2010-07-01 Evonik Goldschmidt Gmbh Wässrige Siloxanformulierungen für die Herstellung von hochelastischen Polyurethankaltweichschäumen
CN104017164A (zh) * 2014-06-24 2014-09-03 北京理工大学 一种温敏智能型防水透湿和阻燃水性聚氨酯涂层剂及其制备方法
CN109503792A (zh) * 2018-11-08 2019-03-22 青岛正能交通装备有限公司 一种聚氨酯发泡标准动车组操控台面罩及其制备方法

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4382042A (en) * 1978-04-03 1983-05-03 Stauffer Chemical Company Method of preparing oligomeric phosphate esters
US4407982A (en) * 1981-02-06 1983-10-04 Du Pont Canada Inc. Process for the manufacture of foamed structures
US4738988A (en) * 1987-04-30 1988-04-19 Dow Corning Corporation Non-settling foams

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GB8427796D0 (en) * 1984-11-02 1984-12-12 Declon Ltd Gel impregnated foam filter element
US5310766A (en) * 1992-06-15 1994-05-10 The Dow Chemical Company Foam stabilizing additive and polyurethane foam prepared in the presence thereof
DE19541037A1 (de) * 1995-11-03 1997-05-07 Hoechst Ag Halogenfreier, flammwidriger Polyurethanhartschaum
DE19839029A1 (de) * 1998-08-27 2000-03-02 Basf Ag Polyolgemisch und daraus hergestellter, flammhemmend eingestellter Polyurethanschaum
US7288577B1 (en) * 1999-09-09 2007-10-30 Supresta U.S. Llc Polyurethane foam containing flame retardant blend of non-oligomeric and oligomeric flame retardants
DE60237701D1 (de) * 2001-08-31 2010-10-28 Daihachi Chem Ind Zusammensetzung zur herstellung von flammwidrigen polurethanweichschaumstoffen
AU2002360683A1 (en) * 2001-12-21 2003-07-15 Akzo Nobel N.V. Non-halogenated phosphate anti-scorch additive for polyurethane foam
WO2004041897A1 (fr) * 2002-11-06 2004-05-21 Daihachi Chemical Industry Co., Ltd. Composition de mousse de polyurethane flexible ignifuge
WO2005000954A1 (fr) * 2003-06-17 2005-01-06 Akzo Nobel N.V. Mousse polyurethanne contenant de la suie ignifuge

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4382042A (en) * 1978-04-03 1983-05-03 Stauffer Chemical Company Method of preparing oligomeric phosphate esters
US4407982A (en) * 1981-02-06 1983-10-04 Du Pont Canada Inc. Process for the manufacture of foamed structures
US4738988A (en) * 1987-04-30 1988-04-19 Dow Corning Corporation Non-settling foams

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20130059955A1 (en) * 2010-06-03 2013-03-07 Xiangyang Tai Halogen-Free, Flame Retardant TPU Composite
US8865808B2 (en) * 2010-06-03 2014-10-21 Dow Global Technologies Llc Halogen-free, flame retardant TPU composite
CN102911341A (zh) * 2012-11-08 2013-02-06 厦门纽优新型工艺有限公司 一种阻燃性改性聚氨酯保温板的配方及工艺
US10995174B2 (en) * 2017-09-25 2021-05-04 Evonik Operations Gmbh Production of polyurethane systems
US12129329B2 (en) 2017-09-25 2024-10-29 Evonik Operations Gmbh Production of polyurethane systems
WO2022072420A1 (fr) 2020-10-01 2022-04-07 Cabot Corporation Mousse de polyuréthane souple et formulation de celle-ci

Also Published As

Publication number Publication date
CN101146841A (zh) 2008-03-19
KR101271773B1 (ko) 2013-06-07
CA2597353A1 (fr) 2006-08-17
WO2006084871A1 (fr) 2006-08-17
JP2008530291A (ja) 2008-08-07
KR20070110313A (ko) 2007-11-16
ATE416212T1 (de) 2008-12-15
EP1858949B1 (fr) 2008-12-03
EP1858949A1 (fr) 2007-11-28
DE602006004015D1 (de) 2009-01-15
EP1690892A1 (fr) 2006-08-16
TW200634037A (en) 2006-10-01

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AS Assignment

Owner name: SUPRESTA LLC, NEW YORK

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:WUESTENENK, JOHAN ANTONI;REEL/FRAME:019878/0022

Effective date: 20070823

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Owner name: ICL-IP AMERICA INC.,NEW YORK

Free format text: MERGER;ASSIGNORS:SUPRESTA LLC;ICL SUPRESTA INC.;SIGNING DATES FROM 20081113 TO 20091130;REEL/FRAME:024599/0313

Owner name: ICL-IP AMERICA INC., NEW YORK

Free format text: MERGER;ASSIGNORS:SUPRESTA LLC;ICL SUPRESTA INC.;SIGNING DATES FROM 20081113 TO 20091130;REEL/FRAME:024599/0313

STCB Information on status: application discontinuation

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